Azo dye.



UNITED strii'rns PATENT OFFICE.

MARTIN HERZBERG AND FRIEDRICH RUNKEL, OF ELBEBFELD, GERMANY, ASSIGNOBS TO FARBENFABRIKEN VOItM. FEIEDR. BAYER & (10., OF ELBERFELD, GERHAN'Y.

A CORPORATION OF GERMANY.

953,034. fipeciflcation of Letters Iatent.

Ho Drawing.

Azo DYE.

To all whom it may concern:

Be it known that we, MARTIN Hnnzneno and FRIEDRICH RUNKEL, doctors of philosophy, chemists, citizens of the German Emire, residing at ElberfeltLGermany, have lnvented new and useful Improvements in Azo Dyes, of which the following is a specification.

the formula:

()ur invention relates to the mamifacturev and production of new azo dyes which can be obtained by combining in alkaline solution the dia-zo compounds of aminophenylethers or their derivatives with a substituted 2-amino-8-naphtho1-6-sulfonic' acid containing in the ammo group an or I or an aralkyl, such as phenyl, tolyl, benzy etc. of

(NHR SQ',H on=2 c s) R standing for an aryl or aralkyl radical.

The new dyestuffs are after being dried and pulverized in the sha e of their sodium salts dark powders solub e in Water with a brown to brownish-red color. Upon reduction with stannous chlorid and hydrochloric acid, they are decomposed, an uminophenylether and adiaminonaphthol sulfonic acid of the formula:

(R meaning aryl or aralkyl) being thus obtained.

y The new coloring matters dye wool from acid baths brown shades remarkable for their fastness to milling and to washing.

, In order to carry out our process we can 4 proceed as follows, the parts being by after bcin carbonate. The dyestufi is salted out, filtered ofi' washed and dried. It is after bemgdned and pulverized in the shape of its sodium salt a reddish-brown powder soluble in water with a reddish-brown color, and soluble in concentrated sulfuric acid with a PatentedMar. 29, 1910. Application filed August 14; 1908. Serial No. 519,890.

violet color. U on reduction withstannous chlorid and hv rochloric acid the new dye is decomposed, are amino pairs. chlbro-L phenylether an T-annno-Q-bnzylamino-B- naphthol-G-sulfonic acid bcin thus obtained.

The new dyestutl dyes woo reddish-brown shades fast to. washing and to milling.

The process is carried out in an analogous manner for the (Froduction of other of the above mentions dyestuffs e. g. from 2- phenylamino-8-nnphthol-6-sulfonic acid, 2- tolylamino-B-naphthol-6-sulfonic acid etc.

and other aminopherjylethers, e. 9. paraor ortho-aminophcnylether, ortho-amino-parachloro-pheuylcther, ortho-umino-parachloro-phenyl-pura -tolylether, ortho-umino phenyl-ortho -1nctaor para -tolylether, para-amino-phonyl-orthoqnetaor paratolylether etc.

1. The herein described new azo dyest'ufis obtainable from a diazotized aminophenylether and a substituted 2-amino-8-naphtholfi-sulfonic acid of the above given formula,

which are after being dried and pulverized in the shape of their sodium salts dark powders soluble in water with a brown to reddislrbrown color; yieldin u on reduction with stannous chlorid andiydi'ochloric acid an ammophenylether and a diuminona lthol sulfonic acid of the abovcgiven or male; and dyeing wool from-acid baths brown shades remarkable for their fastness to washing and to milling, substantiollyes described.

2. The herein described new azodyestufi obtainable from para-chloro-phenylethcr and Q-benzylum brown color and soluble in concentrated sulfuric acid with a violet color; yieldingxu reduction with stannous chlorrd and y diazotized para-amino inb-S-nuphthol-ti-sulfonic acid, which 'dye is dried and pulverized in the' shape of its sodium salt a. reddish-brown powder soluble in water with a; reddish-- m 9632mm chldric acid" I am amino ara chloroour hands in the reseIi'c-e of two subscribin phenylether and 7-amino-2-benzy1a1nino*8- Witnesses.

naphthol-fl sulfonic acid; and dyeing W001 MARTIN HERZBERG. [L 5.] reddish-brown shades remarkable fbr' their FRIEDRICH RUNKEL. [1A. 5.] 5 f astness to washing and t0 milling, substan- Witnesses:

tlal'ly as described. OTTO Kme, In testimony whereof we have hereuntu set WILLY KLEIN, 

